Carbamic acid, [5-[[(1,1-dimethylethoxy)carbonyl]amino]-6-[(1,3,3a,4,7,7a-hexahydro-1, 3-dioxo-4,7-methano-2H-isoindol-2-yl)oxy]-6-oxohexyl]-, phenylmethyl ester, (S)-

Base Information

• Chemical Name: Carbamic acid, [5-[[(1,1-dimethylethoxy)carbonyl]amino]-6-[(1,3,3a,4,7,7a-hexahydro-1, 3-dioxo-4,7-methano-2H-isoindol-2-yl)oxy]-6-oxohexyl]-, phenylmethyl ester, (S)-
• CAS No.: 66449-93-2
• Molecular Formula: C₂₈H₃₅N₃O₈
• Molecular Weight: 541.601

Synonyms:

Chemical Property of Carbamic acid, [5-[[(1,1-dimethylethoxy)carbonyl]amino]-6-[(1,3,3a,4,7,7a-hexahydro-1, 3-dioxo-4,7-methano-2H-isoindol-2-yl)oxy]-6-oxohexyl]-, phenylmethyl ester, (S)-

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of Carbamic acid, [5-[[(1,1-dimethylethoxy)carbonyl]amino]-6-[(1,3,3a,4,7,7a-hexahydro-1, 3-dioxo-4,7-methano-2H-isoindol-2-yl)oxy]-6-oxohexyl]-, phenylmethyl ester, (S)-

There total 1 articles about Carbamic acid, [5-[[(1,1-dimethylethoxy)carbonyl]amino]-6-[(1,3,3a,4,7,7a-hexahydro-1, 3-dioxo-4,7-methano-2H-isoindol-2-yl)oxy]-6-oxohexyl]-, phenylmethyl ester, (S)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

N-hydroxy-5-norbornene-2,3-dicarboximide (21715-90-2) + Boc-Lys(Z)-OH (2389-45-9) → Boc-Lys(Z)-ONB (66449-93-2,69355-90-4)

Guidance literature:

With WSCD*HCl; In N,N-dimethyl-formamide; acetonitrile; at 0 ℃; for 1h;

DOI:10.1248/cpb.43.1272

Reference yield: 95.0%

(R)-1-amino-5-(benzyloxy)-1,5-dioxopentan-2-aminium 2,2,2-trifluoroacetate (80143-17-5) + Boc-Lys(Z)-ONB (66449-93-2,69355-90-4) → (R)-4-((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-4-carbamoyl-butyric acid benzyl ester (66111-56-6)

Guidance literature:

With triethylamine; In acetonitrile; for 6h; Ambient temperature;

DOI:10.1248/cpb.29.1644

Reference yield: 88.5%

D-isoglutamine methyl ester (73538-09-7,70830-50-1) + Boc-Lys(Z)-ONB (66449-93-2,69355-90-4) → (R)-4-((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-4-carbamoyl-butyric acid methyl ester (79700-97-3)

Guidance literature:

With triethylamine; In acetonitrile; for 6h; Ambient temperature;

DOI:10.1248/cpb.29.1644

upstream raw materials:

N-hydroxy-5-norbornene-2,3-dicarboximide

Boc-Lys(Z)-OH

Downstream raw materials:

(R)-2-((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-pentanedioic acid dimethyl ester

(R)-4-((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-4-carbamoyl-butyric acid benzyl ester

(R)-4-((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-4-carbamoyl-butyric acid methyl ester

[(S)-5-tert-Butoxycarbonylamino-5-((R)-1,3-dicarbamoyl-propylcarbamoyl)-pentyl]-carbamic acid benzyl ester

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